Synthetic approaches towards nucleocidin and selected analogues; anti-HIV activity in 4′-fluorinated nucleoside derivatives

Anita R. Maguire; Wei Dong Meng; Stanley M. Roberts; Andrew J. Willetts

doi:10.1039/p19930001795

Synthetic approaches towards nucleocidin and selected analogues; anti-HIV activity in 4′-fluorinated nucleoside derivatives

Anita R. Maguire
, Wei Dong Meng
, Stanley M. Roberts
, Andrew J. Willetts

University of Exeter

Research output: Contribution to journal › Article › peer-review

Abstract

Nucleocidin 1 has been synthesised from the adenosine derivative 4 via the intermediacy of the dihalogeno compound 9. The latter compound showed slight but significant activity against HIV-infected cells while the isomer 10 and the monohalogeno compound 60 were inactive. Synthetic approaches towards other 4′-fluorinated nucleoside derivatives are also described. The epimeric 4′-fluorinated nucleosides 26 and 27 displayed similar activity against HIV-infected cells to that observed for the dihalogenated compound 9.

Original language	English
Pages (from-to)	1795-1808
Number of pages	14
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	15
DOIs	https://doi.org/10.1039/p19930001795
Publication status	Published - 1993

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abstract = "Nucleocidin 1 has been synthesised from the adenosine derivative 4 via the intermediacy of the dihalogeno compound 9. The latter compound showed slight but significant activity against HIV-infected cells while the isomer 10 and the monohalogeno compound 60 were inactive. Synthetic approaches towards other 4′-fluorinated nucleoside derivatives are also described. The epimeric 4′-fluorinated nucleosides 26 and 27 displayed similar activity against HIV-infected cells to that observed for the dihalogenated compound 9.",

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AU - Roberts, Stanley M.

AU - Willetts, Andrew J.

PY - 1993

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AB - Nucleocidin 1 has been synthesised from the adenosine derivative 4 via the intermediacy of the dihalogeno compound 9. The latter compound showed slight but significant activity against HIV-infected cells while the isomer 10 and the monohalogeno compound 60 were inactive. Synthetic approaches towards other 4′-fluorinated nucleoside derivatives are also described. The epimeric 4′-fluorinated nucleosides 26 and 27 displayed similar activity against HIV-infected cells to that observed for the dihalogenated compound 9.

UR - https://www.scopus.com/pages/publications/37049076001

U2 - 10.1039/p19930001795

DO - 10.1039/p19930001795

M3 - Article

AN - SCOPUS:37049076001

SN - 1472-7781

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JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

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ER -

Synthetic approaches towards nucleocidin and selected analogues; anti-HIV activity in 4′-fluorinated nucleoside derivatives

Abstract

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